Windward Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Windward
Price found within the past 48 hours. Click for updated prices.
Broadway Suites Downtown by RocketStay
Coral Way
Price was CA $1,857, price is now CA $963 per person
CA $963
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (230 reviews)
Affordable hotel near downtown Miami. Convenient check-in and quick communication with the host!
Reviewed on Nov 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $31,504, price is now CA $14,782 per person
CA $14,782
per person
Jan 24 - Jan 29
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Where to stay in Windward
Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
South Beach
2 out of top 10 points of interest in this area
Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.
Windward Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $367 per night from Nov 29 to Nov 30
CA $367
CA $514 total
Nov 29 - Nov 30
includes taxes & fees
Hyatt Regency Miami
400 Se 2nd Ave Miami FL
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Nov 23 to Nov 24
CA $236
CA $267 total
Nov 23 - Nov 24
includes taxes & fees
Kompose Boutique Hotel Miami Airport
3401 NW 25th St Miami FL
The price is CA $101 per night from Dec 8 to Dec 9
CA $101
CA $131 total
Dec 8 - Dec 9
includes taxes & fees
9.2/10 Wonderful! (5,342 reviews)
"Low on staff so no housekeeping services available. Chicken sandwich was not a full portion, more bread than meat"
Reviewed on Nov 8, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
Miami Skyline Evening Cruise of Biscayne Bay with stop at South Beach
CA $49
per adult
Evening Boat Cruise through Downtown Ft. Lauderdale
CA $78
per adult
88% of travellers recommend
Fort Lauderdale: Sunset Cruise Aboard the Sea Rocket
CA $50
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.